Cheap Flights from MDW to NYC
The Cheapest Round-trip Tickets from to New York
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 23 September 2026 | 30 September 2026 | Direct |  | RT from 240 USD |
The Cheapest Flights for this Month from to New York
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 6 September 2026 | 12 September 2026 | 1 Stop | | RT from 311 USD |
| 7 September 2026 | 13 September 2026 | 1 Stop | | RT from 557 USD |
| 9 September 2026 | 11 September 2026 | Direct |  | RT from 295 USD |
| 10 September 2026 | 12 September 2026 | 1 Stop | | RT from 364 USD |
| 11 September 2026 | 13 September 2026 | 1 Stop | | RT from 373 USD |
| 15 September 2026 | 17 September 2026 | Direct | | RT from 316 USD |
| 16 September 2026 | 19 September 2026 | Direct | | RT from 296 USD |
| 17 September 2026 | 21 September 2026 | 1 Stop | | RT from 271 USD |
| 18 September 2026 | 24 September 2026 | Direct | | RT from 261 USD |
| 19 September 2026 | 21 September 2026 | 1 Stop | | RT from 273 USD |
| 21 September 2026 | 28 September 2026 | 1 Stop | | RT from 261 USD |
| 22 September 2026 | 30 September 2026 | 1 Stop | | RT from 244 USD |
| 23 September 2026 | 30 September 2026 | 1 Stop | | RT from 240 USD |
| 24 September 2026 | 29 September 2026 | 1 Stop | | RT from 297 USD |
| 25 September 2026 | 30 September 2026 | 1 Stop | | RT from 270 USD |
| 26 September 2026 | 28 September 2026 | Direct | | RT from 292 USD |
| 27 September 2026 | 3 October 2026 | Direct | | RT from 252 USD |
| 1 October 2026 | 4 October 2026 | Direct | | RT from 281 USD |
| 2 October 2026 | 4 October 2026 | 1 Stop | | RT from 290 USD |
| 4 October 2026 | 7 October 2026 | 1 Stop | | RT from 274 USD |
| 5 October 2026 | 15 October 2026 | 1 Stop | | RT from 272 USD |
| 6 October 2026 | 11 October 2026 | Direct | | RT from 262 USD |
| 7 October 2026 | 10 October 2026 | Direct | | RT from 317 USD |
| 8 October 2026 | 11 October 2026 | Direct | | RT from 334 USD |
| 20 October 2026 | 24 October 2026 | Direct | | RT from 240 USD |
| 9 November 2026 | 17 November 2026 | 1 Stop | | RT from 256 USD |
| 13 November 2026 | 15 November 2026 | Direct | | RT from 293 USD |
| 15 November 2026 | 22 November 2026 | Direct | | RT from 294 USD |
| 20 December 2026 | 9 January 2027 | Direct | | RT from 400 USD |
| 2 January 2027 | 4 January 2027 | Direct | | RT from 415 USD |
| 2 February 2027 | 4 February 2027 | Direct | | RT from 298 USD |
| 3 February 2027 | 5 February 2027 | Direct | | RT from 285 USD |
| 4 February 2027 | 6 February 2027 | Direct | | RT from 287 USD |
The Cheapest Flights from to New York for the Year Ahead
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 23 September 2026 | 30 September 2026 | 1 Stop | | RT from 240 USD |
| 20 October 2026 | 24 October 2026 | Direct | | RT from 240 USD |
| 9 November 2026 | 17 November 2026 | 1 Stop | | RT from 256 USD |
| 20 December 2026 | 9 January 2027 | Direct | | RT from 400 USD |
| 2 January 2027 | 4 January 2027 | Direct | | RT from 415 USD |
| 3 February 2027 | 5 February 2027 | Direct | | RT from 285 USD |